$133 Find Cheap Flights from Greenville to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Greenville to Caribbean Islands departing on 4/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greenville to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greenville to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Greenville to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$365
Santo Domingo
Santo Domingo1 stop$540
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad2 stops$611
Nassau
Nassau1 stop$451
Kingston
Kingston1 stop$780
Simpson Bay
Simpson Bay1 stop$637
Providenciales
Providenciales1 stop$624
Port of Spain
Port of Spain1 stop$996
George Town
George Town1 stop$605
Willemstad
Willemstad2 stops$676
St. John's
St. John's1 stop$774
Aguadilla
Aguadilla3 stops$862
Punta Cana
Punta Cana1 stop$365
Santo Domingo
Santo Domingo1 stop$540
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad2 stops$611
Nassau
Nassau1 stop$451
Kingston
Kingston1 stop$780
Simpson Bay
Simpson Bay1 stop$637
Providenciales
Providenciales1 stop$624
Port of Spain
Port of Spain1 stop$996
George Town
George Town1 stop$605
Willemstad
Willemstad2 stops$676
St. John's
St. John's1 stop$774
Aguadilla
Aguadilla3 stops$862

Book Cheap Greenville to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Greenville to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Greenville to Caribbean Islands

Sat, Apr 25 - Wed, Apr 29
American Airlines Logo
9:05 am - 3:35 pm
GSP
-
SJU
6h 30m
1 stop
American Airlines Logo
7:25 am - 11:57 pm
SJU
-
GSP
16h 32m
1 stop
$296American Airlines
Sat, May 2 - Mon, May 11
United Airlines Logo
10:40 am - 8:34 pm
GSP
-
SJU
9h 54m
1 stop
United Airlines Logo
1:00 am - 11:14 am
SJU
-
GSP
10h 14m
1 stop
$316United Airlines
Mon, Jun 22 - Sun, Jun 28
Multiple Airlines Logo
9:51 pm - 3:58 pm
GSP
-
SJU
18h 07m
1 stop
Multiple Airlines Logo
6:00 am - 8:04 pm
SJU
-
GSP
14h 04m
1 stop
$323Multiple Airlines
Sun, Aug 9 - Sat, Aug 15
Multiple Airlines Logo
8:37 am - 3:58 pm
GSP
-
SJU
7h 21m
1 stop
Multiple Airlines Logo
6:00 am - 7:57 am
SJU
-
GSP
25h 57m
1 stop
$329Multiple Airlines
Sun, Aug 2 - Sat, Aug 8
Multiple Airlines Logo
3:35 pm - 3:58 pm
GSP
-
SJU
24h 23m
1 stop
Multiple Airlines Logo
6:00 am - 7:57 am
SJU
-
GSP
25h 57m
1 stop
$331Multiple Airlines
Sun, Aug 9 - Sat, Aug 15
Multiple Airlines Logo
8:37 am - 3:58 pm
GSP
-
SJU
7h 21m
1 stop
Multiple Airlines Logo
6:00 am - 7:57 am
SJU
-
GSP
25h 57m
1 stop
$335Multiple Airlines
Wed, Apr 22 - Sat, Apr 25
United Airlines Logo
6:30 am - 2:44 pm
GSP
-
SJU
8h 14m
1 stop
United Airlines Logo
7:00 am - 3:54 pm
SJU
-
GSP
8h 54m
1 stop
$336United Airlines
Mon, Aug 17 - Tue, Aug 25
Delta Logo
6:45 am - 3:34 pm
GSP
-
MBJ
9h 49m
1 stop
Delta Logo
4:59 pm - 11:38 pm
MBJ
-
GSP
5h 39m
1 stop
$352Delta
Tue, May 5 - Sat, May 9
Southwest Logo
8:20 am - 6:30 pm
GSP
-
NAS
10h 10m
2 stops
Southwest Logo
1:05 pm - 9:35 pm
NAS
-
GSP
8h 30m
1 stop
$510Southwest
Tue, Jun 2 - Thu, Jun 11
Delta Logo
5:40 am - 2:30 pm
GSP
-
BGI
8h 50m
1 stop
Delta Logo
3:40 pm - 9:18 am
BGI
-
GSP
17h 38m
1 stop
$632Delta
Booking Insights

KAYAK's insights & trends for Greenville to Caribbean Islands flights

Get data-powered insights and trends into flights from Greenville to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Greenville to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $351, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Greenville to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Greenville to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Greenville to Caribbean Islands is October, when tickets cost $425 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $736 and $625 respectively.

How far in advance should I book a flight from Greenville to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Greenville to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Greenville to Caribbean Islands, you should book around 2 weeks before departure, which saves you about 7% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$133
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Greenville to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Greenville to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Greenville to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Greenville to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Greenville to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Greenville to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Greenville to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Greenville to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Greenville to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Greenville to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Greenville to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Greenville to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8399 reviews
7.9Comfort
8.5Crew
8.1Boarding
7.2Food
7.8Entertainment
Airline reviews

The flight was smooth, the crew was great but the plane was quite old

8.0 ExcellentDimitrina, Apr 2026
BOS - DCA
Read more Delta reviews

The flight was smooth, the crew was great but the plane was quite old

Everything was great until I lost my water bottle and they can’t seem to locate it. I know I left it on the plane though.

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

Okay considering we had weather delays which the Pilot notified us of immediately!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.

I am writing to express my dissatisfaction with the poor service and unprofessional staff we encountered when traveling with an infant. Our flight was delayed, and the gate staff failed to manage the boarding process appropriately. Due to incorrect, unavailable, or missing 'pink tag' stroller and car seat check-in procedures at the gate, we were forced to board last. Furthermore, the gate staff was rude and dismissive, causing significant distress to our infant. To make matters worse, one of our checked items—an infant sleeper/lounger—was returned to us broken. Given the unsafe handling of essential equipment and unprofessional treatment, I expect a prompt resolution regarding compensation for the damaged items.

We departed and landed early which was a nice surprise. The boarding process was slow.

N Everything was perfect from boarding to assistance to baggage in Tampa

THe flight was an hour late. You got us on the plan and we sat on the ground for 45 minutes with no information from the pilot whatsoever. Worst flight this year.

Boarding was quick and efficient. We arrived at our destination early.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

Good flight, seated and had a water within 5 minutes. Crew was hospitable.

Message about flight cancelation was received late due to being in the air. No explanation, just canceled and booked on morning flight. We had to stay in the airport overnight because there was no transportation offered to get to the hotel that AA had available. Actual inflight was fine.

I didn't go from Reno to Phoenix I ended up going from Reno to Dallas to Tucson because my flight rebooked because my Amtrak was late I tried notifying you guys I also don't know what you ask me about my flight because you guys didn't book my flight

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

there are no options s for snack besides cookies would ve nice to have a salty option n

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports